Global Patent Index - EP 1574497 A4

EP 1574497 A4 20060705 - FLUORINATED ADAMANTANE DERIVATIVES

Title (en)

FLUORINATED ADAMANTANE DERIVATIVES

Title (de)

FLUORIERTE ADAMANTANDERIVATE

Title (fr)

DERIVES FLUORES DE L'ADAMANTANE

Publication

EP 1574497 A4 20060705 (EN)

Application

EP 03778821 A 20031211

Priority

  • JP 0315879 W 20031211
  • JP 2002359471 A 20021211

Abstract (en)

[origin: EP1574497A1] The present invention provides novel compounds which are useful for the production of fluorinated adamantane derivatives excellent in etching resistance and useful as photolithographic material and so on. Namely, the present invention provides compounds represented by the following formulae (3) and (4): A(-G-Q-R)n A<f>(-G<f>-Q-R<f>)n provided that the symbols in the formula have the following meanings: A: a n-valent group having n hydrogen atoms of adamantane converted to connecting bonds, wherein hydrogen atoms not converted to connecting bonds, may be each substituted by an alkyl group, R: a fluorinated monovalent organic group, n: an integer of from 1 to 4, G: -CH2- or a single bond, Q: -COO- or -OCO-, A<f>: a n-valent group (A) having n hydrogen atoms bonded to carbon atoms of adamantane converted to connecting bonds, wherein hydrogen atoms not converted to connecting bonds, may be each substituted by an alkyl group, in which at least one of hydrogen atoms forming C-H bonds is substituted by a fluorine atom, R<f>: a fluorinated monovalent organic group, G<f>: -CF2- or a single bond.

IPC 1-7

C07C 69/753; C07C 69/708; C07C 35/52

IPC 8 full level

C07C 35/52 (2006.01); C07C 69/00 (2006.01)

CPC (source: EP US)

C07C 35/52 (2013.01 - EP US); C07C 69/708 (2013.01 - EP US); C07C 69/753 (2013.01 - EP US); C07C 2603/74 (2017.04 - EP US)

Citation (search report)

  • [X] US 4284558 A 19810818 - BARTON DEREK H R, et al
  • [X] RABER, DOUGLAS J. ET AL: "Structure elucidation with lanthanide -induced shifts . 5. Evaluation of the binding ability of various functional groups", MONATSHEFTE FUER CHEMIE , 111(1), 43-52 CODEN: MOCMB7; ISSN: 0026-9247, 1980, XP008063999
  • [X] DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; KODAMA, KUNIHIKO ET AL: "Positive-working light-sensitive resist composition containing alkali-sensitive compound", XP002380188, retrieved from STN Database accession no. 2001:280500
  • [X] BENTLEY, T. WILLIAM ET AL: "Weakly nucleophilic leaving groups. Solvolyses of 1-adamantyl and tert-butyl heptafluorobutyrates and trifluoroacetates", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 2: PHYSICAL ORGANIC CHEMISTRY (1972-1999) , (8), 1055-60 CODEN: JCPKBH; ISSN: 0300-9580, 1989, XP008063967
  • [X] DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SOLOSHONOK, V. A. ET AL: "Reaction of 3,7-dimethylenebicyclo[3.3.1]nonane with pyridinium perfluorocarboxylates", XP002380189, retrieved from STN Database accession no. 1990:405759
  • [X] DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; STOELTING, D. T. ET AL: "Solvolysis of 1-(3-noradamantyl)-2-methylpropyl and 1-(3-noradamantyl)-2,2-dimethylpropyl pentamethylbenzenesulfonates", XP002380190, retrieved from STN Database accession no. 1993:147003
  • [X] KRASUTSKY, PAVEL A. ET AL: "Observation of a Stable Carbocation in a Consecutive Criegee Rearrangement with Trifluoroperacetic Acid", JOURNAL OF ORGANIC CHEMISTRY , 65(13), 3926-3933 CODEN: JOCEAH; ISSN: 0022-3263, 2000, XP002380168
  • [X] JONES, STEPHEN R. ET AL: "Mechanism of oxidation of saturated hydrocarbons by lead(IV), cobalt(III), and manganese(III) trifluoroacetates", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS , (11), 385-6 CODEN: JCCCAT; ISSN: 0022-4936, 1976, XP008063962
  • [X] KRASUTSKY, PAVEL A. ET AL: "Heterolytic decarboxylation involving acyl trifluoroacetyl peroxide intermediates", TETRAHEDRON LETTERS , 43(48), 8687-8691 CODEN: TELEAY; ISSN: 0040-4039, 2002, XP002380169
  • [X] ADCOCK, JAMES L. ET AL: "Aerosol fluorination of 1- chloroadamantane , 2- chloroadamantane , and methyl 1-adamantylacetate: a novel synthetic approach to 1- and 2-substituted hydryl-, methyl-, and (difluoromethyl-F-adamantanes", JOURNAL OF ORGANIC CHEMISTRY , 57(17), 4749-52 CODEN: JOCEAH; ISSN: 0022-3263, 1992, XP002380170
  • [X] ADCOCK, JAMES L. ET AL: "Polarized C-H Groups as Novel Hydrogen-Bond Donors in Hydryl-F-alkyl Esters: Unequivocal Examples of the Pinchas Effect", JOURNAL OF ORGANIC CHEMISTRY , 60(7), 1999-2002 CODEN: JOCEAH; ISSN: 0022-3263, 1995, XP002380171
  • [X] PALETA, OLDRICH ET AL: "Synthesis of 1-adamantanol 2,3,3-trifluoroacrylate", JOURNAL OF FLUORINE CHEMISTRY , 47(3), 435-40 CODEN: JFLCAR; ISSN: 0022-1139, 1990, XP002380172
  • [X] BANERT, KLAUS ET AL: "Nucleophile Substitution bei 4,4-Dimethyl-2-adamantyl-Substraten: Rückseitenangriff bei 2-Adamantan-Derivaten", CHEMISCHE BERICHTE , 119(12), 3826-41 CODEN: CHBEAM; ISSN: 0009-2940, 1986, XP008064006
  • [X] MARRON, NEIL A. ET AL: "A direct photochemical synthesis of 1,2-disubstituted adamantanes", SYNTHETIC COMMUNICATIONS , 7(8), 515-20 CODEN: SYNCAV; ISSN: 0039-7911, 1977, XP008063974 & JP 2001109156 A 20010420 - FUJI PHOTO FILM CO LTD & ZHURNAL ORGANICHESKOI KHIMII , 25(10), 2242-3 CODEN: ZORKAE; ISSN: 0514-7492, 1989 & CROATICA CHEMICA ACTA , 65(3), 517-38 CODEN: CCACAA; ISSN: 0011-1643, 1992
  • See references of WO 2004052832A1

Designated contracting state (EPC)

AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR

DOCDB simple family (publication)

EP 1574497 A1 20050914; EP 1574497 A4 20060705; EP 1574497 B1 20140716; AU 2003289036 A1 20040630; CA 2509158 A1 20040624; CN 100500639 C 20090617; CN 1726182 A 20060125; JP 4534765 B2 20100901; JP WO2004052832 A1 20060413; TW 200422280 A 20041101; US 2005277785 A1 20051215; US 7314952 B2 20080101; WO 2004052832 A1 20040624

DOCDB simple family (application)

EP 03778821 A 20031211; AU 2003289036 A 20031211; CA 2509158 A 20031211; CN 200380105893 A 20031211; JP 0315879 W 20031211; JP 2004558477 A 20031211; TW 92135070 A 20031211; US 14397805 A 20050603